1-hexadecanoyl-2,3-di-(9Z-octadecenoyl)-sn-glycerol | 14960-35-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 1-hexadecanoyl-2,3-di-(9Z-octadecenoyl)-sn-glycerol
• 英文别名: [(2R)-3-hexadecanoyloxy-2-[(Z)-octadec-9-enoyl]oxypropyl] (Z)-octadec-9-enoate
• CAS: 14960-35-1
• 化学式: C₅₅H₁₀₂O₆
• 分子量: 859.4
• InChiKey: JFISYPWOVQNHLS-VJYDLUETSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  22.2
• 重原子数：
  61
• 可旋转键数：
  52
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-hexadecanoyl-2,3-di-(9Z-octadecenoyl)-sn-glycerol 、 水 生成 2,3-di-O-oleoyl-sn-glycerol 、 氢(+1)阳离子 、 十六烷酸酯
  参考文献：
  名称：

  Studies on the Substrate and Stereo/Regioselectivity of Adipose Triglyceride Lipase, Hormone-sensitive Lipase, and Diacylglycerol-O-acyltransferases

  摘要：

  Adipose triglyceride lipase (ATGL) is rate-limiting for the initial step of triacylglycerol (TAG) hydrolysis, generating diacylglycerol (DAG) and fatty acids. DAG exists in three stereochemical isoforms. Here we show that ATGL exhibits a strong preference for the hydrolysis of long-chain fatty acid esters at the sn-2 position of the glycerol backbone. The selectivity of ATGL broadens to the sn-1 position upon stimulation of the enzyme by its co-activator CGI-58. sn-1,3 DAG is the preferred substrate for the consecutive hydrolysis by hormone-sensitive lipase. Interestingly, diacylglycerol-O-acyltransferase 2, present at the endoplasmic reticulum and on lipid droplets, preferentially esterifies sn-1,3 DAG. This suggests that ATGL and diacylglycerol-O-acyltransferase 2 act coordinately in the hydrolysis/re-esterification cycle of TAGs on lipid droplets. Because ATGL preferentially generates sn-1,3 and sn-2,3, it suggests that TAG-derived DAG cannot directly enter phospholipid synthesis or activate protein kinase C without prior isomerization.

  DOI：

  10.1074/jbc.m112.400416

文献信息

• METHOD FOR ANALYZING TRIGLYCERIDE, METHOD FOR SEPARATING OIL AND FAT, AND METHOD FOR MANUFACTURING TRIGLYCERIDE
  申请人：The Nisshin OilliO Group, Ltd.

  公开号：EP3783358A1

  公开（公告）日：2021-02-24

  An object of the present invention is to provide a method for analyzing an isomer of triglyceride, a method for sorting oils and fats having different contents of an isomer of triglyceride, and a method for producing triglyceride of which an isomer can be fractionated. The present invention is a method for analyzing triglyceride, including a step of analyzing an isomer of triglyceride by supercritical fluid chromatography, in which multiple types of stationary phases are used in the supercritical liquid chromatography, and at least two stationary phases among the stationary phases have different chiral selectors in each of which one or more chlorines are bound to a polysaccharide derivative.

  本发明的目的是提供一种分析甘油三酯异构体的方法、一种对具有不同甘油三酯异构体含量的油脂进行分选的方法，以及一种生产可对其异构体进行分馏的甘油三酯的方法。本发明是一种分析甘油三酯的方法，包括通过超临界流体色谱法分析甘油三酯异构体的步骤，在超临界液相色谱法中使用多种类型的固定相，其中至少两种固定相具有不同的手性选择器，每种手性选择器中都有一个或多个氯与多糖衍生物结合。
• METHOD TO PRODUCE ACETYLDIACYLGLYCEROLS (AC-TAGS) BY EXPRESSION OF AN ACETYLTRANSFERASE GENE ISOLATED FROM EUONYMUS ALATUS (BURNING BUSH)
  申请人：Durrett Timothy

  公开号：US20130116462A1

  公开（公告）日：2013-05-09

  The present invention relates to novel diacylglycerol acyltransferase genes and proteins, and methods of their use. In particular, the invention describes genes encoding proteins having diacylglycerol acetyltransferase activity, specifically for transferring an acetyl group to a diacylglycerol substrate to form acetyl-Triacylglycerols (ac-TAGS), for example, a 3-acetyl-1,2-diacyl-sn-glycerol. The present invention encompasses both native and recombinant wild-type forms of the transferase, as well as mutants and variant forms. The present invention also relates to methods of using novel diacylglycerol acyltransferase genes and proteins, including their expression in transgenic organisms at commercially viable levels, for increasing production of 3-acetyl-1,2-diacyl-sn-glycerols in plant oils and altering the composition of oils produced by microorganisms, such as yeast, by increasing ac-TAG production. Additionally, oils produced by methods of the present inventions comprising genes and proteins are contemplated for use as biodiesel fuel, in polymer production and as naturally produced food oils with reduced calories.
• METHOD FOR DETERMINING LIVER FAT AMOUNT AND METHOD FOR DIAGNOSING NAFLD
  申请人：Teknologian Tutkimuskeskus VTT

  公开号：US20150011424A1

  公开（公告）日：2015-01-08

  The present invention is based on the idea of determining certain molecular lipids from a subject's blood sample, for example from serum or plasma sample, and based on the amounts of the determined lipids determining the amount of liver fat and/or diagnosing NAFLD in the subject. More specifically the subjects with elevated liver fat amount and NAFLD are characterized by elevated triglycerides with low carbon number and double bond content in the blood sample. Lysophosphatidylcholines, ether phospholipids, sphingomyelins and PUFA-containing phospholipids are diminished in the blood samples of subjects with an elevated liver fat amount and NAFLD. The method of the present invention can be further used for monitoring the subject's response to the treatment of NAFLD or to the treatment of lowering of the liver fat amount in the subject.
• METHOD FOR ANALYZING TRIGLYCERIDE, METHOD FOR SORTING OIL AND FAT, AND METHOD FOR PRODUCING TRIGLYCERIDE
  申请人：THE NISSHIN OILLIO GROUP, LTD.

  公开号：US20210102923A1

  公开（公告）日：2021-04-08

  An object of the present invention is to provide a method for analyzing an isomer of triglyceride, a method for sorting oils and fats having different contents of an isomer of triglyceride, and a method for producing triglyceride of which an isomer can be fractionated. The present invention is a method for analyzing triglyceride, including a step of analyzing an isomer of triglyceride by supercritical fluid chromatography, in which multiple types of stationary phases are used in the supercritical liquid chromatography, and at least two stationary phases among the stationary phases have different chiral selectors in each of which one or more chlorines are bound to a polysaccharide derivative.
• US9328335B2
  申请人：——

  公开号：US9328335B2

  公开（公告）日：2016-05-03